Afzeliioside F - Compound Card

Afzeliioside F

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Afzeliioside F

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=O)OC1C(O[C@@H]2[C@@H](OC[C@H](C2O)O)OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2OC(C(=O)O)[C@H](C([C@@H]2O)O)O)(C)C)OC(C(C1O)O)C
InChI InChI=1S/C49H76O19/c1-21-30(53)33(56)38(64-22(2)50)42(63-21)67-37-31(54)25(51)20-62-41(37)68-43(61)49-17-16-44(3,4)18-24(49)23-10-11-27-46(7)14-13-29(65-40-35(58)32(55)34(57)36(66-40)39(59)60)45(5,6)26(46)12-15-47(27,8)48(23,9)19-28(49)52/h10,21,24-38,40-42,51-58H,11-20H2,1-9H3,(H,59,60)/t21?,24-,25+,26-,27+,28+,29-,30?,31?,32?,33?,34-,35-,36?,37-,38?,40+,41-,42?,46-,47+,48+,49+/m0/s1
InChIKey SBKOLQDIQISQRR-CAKMPABJSA-N
Formula C49H76O19
HBA 18
HBD 9
MW 969.13
Rotatable Bonds 8
TPSA 297.89
LogP 1.44
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 68
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 968.5
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Microglossa afzelii Asteraceae Plantae 1898724

Showing of synonyms

  • Tchegnitegni BT, Ahmed T, et al. (2022). Echinocystic Acid Bidesmoside Saponins from Microglossa afzelii O. Hoffm and Their Cytotoxic Activity against the CAL-27 Oral Squamous Carcinoma Cell Line. Metabolites. 2022, 12(11), 1018. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 969.13 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 969.13 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 969.13 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 969.13 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 969.13 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 969.13 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 969.13 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 969.13 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-5.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
5323.87
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
696600.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
87.13
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-16199.52
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.52
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.05
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1264296859.4
Rat (Acute)
3.15
Rat (Chronic Oral)
4.61
Fathead Minnow
1595912.39
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
142193925.65
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-62.9
Log(P)
3.36
Log S
-3.95
Log(Vapor Pressure)
-4682235.48
Melting Point
296.25
pKa Acid
-34035.62
pKa Basic
-247.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.8419
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8402
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.8315
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7019
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7007

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